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A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

A letter from John Lake, Appeal Director, to former pupils of John Barber's time as well as current parent, regarding the Barber Archive Room in the new Library.

A letter from Patrick Wilson, Senior Master, to Andrew Watkin regarding the 1993 Development Plan and building of a new Information and Study Centre, and school reminiscences. Four pages A to D.

This file focuses on correspondence asking/ giving John Barber permission to use certain material in his book.

This sub-series is related to the activities of the Oakham School Charities Association. The various files contains photographs of events, programmes and posters advertising those events, reports and detailed accounts of money raised to support charities.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.

This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

A monograph written by Brian Needham compiling obituaries of Old Oakhamians published in "The Oakhamian" or "The Old Oakhamian Magazine".

A photocopy of an article from The Daily Courier of Liverpool reporting a case of Libel in 1863 opposing O.O. Padley and Cooper; Oakham School is mentioned a few times.

A letter from former Headmaster Walter Lee Sargant to Skevington regarding the latter's family, his brother, the death of miss Harrison and Sargant's plans.